JPS6385749A - Electrophotographic organic photosensitive body - Google Patents

Electrophotographic organic photosensitive body

Info

Publication number
JPS6385749A
JPS6385749A JP23223686A JP23223686A JPS6385749A JP S6385749 A JPS6385749 A JP S6385749A JP 23223686 A JP23223686 A JP 23223686A JP 23223686 A JP23223686 A JP 23223686A JP S6385749 A JPS6385749 A JP S6385749A
Authority
JP
Japan
Prior art keywords
naphthoquinone
charge transfer
charge
transfer layer
photosensitive body
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP23223686A
Other languages
Japanese (ja)
Inventor
Susumu Nakazawa
中沢 享
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kyocera Mita Industrial Co Ltd
Original Assignee
Mita Industrial Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Mita Industrial Co Ltd filed Critical Mita Industrial Co Ltd
Priority to JP23223686A priority Critical patent/JPS6385749A/en
Publication of JPS6385749A publication Critical patent/JPS6385749A/en
Pending legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0601Acyclic or carbocyclic compounds
    • G03G5/0618Acyclic or carbocyclic compounds containing oxygen and nitrogen
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0601Acyclic or carbocyclic compounds
    • G03G5/0609Acyclic or carbocyclic compounds containing oxygen

Landscapes

  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Photoreceptors In Electrophotography (AREA)

Abstract

PURPOSE:To enable positive electrification and to render ozone treatment operation unnecessary by incorporating a naphthoquinone derivative as an electric charge transfer material in a charge transfer layer. CONSTITUTION:The organic photosensitive body to be used is a laminate type having a charge generating layer, and the charge transfer layer which contains the naphthoquinone derivative represented by formula I in which each of X and Y halogen, nitro, or cyano, and each may be same or different, such as 2,3-dichloro-1,4-naphthoquinone, 2,3-dibromo-1,4-naphthoquinone, 2,3-dinitro-1,4- naphthoquinone, or 2,3-dicyano-1,4-naphthoquinone. These compounds as the charge transfer material constitute the charge transfer layer together with a binder resin for the charge transfer layer, such as polycarbonate, polyester, acrylic resin, or acrylic polyurethane resin, thus permitting the obtained electrophotographic organic photosensitive body to be positively charged.

Description

【発明の詳細な説明】 (産業上の利用分野) 本発明は、正帯電が可能な電子写真用有機感光体に関す
る。
DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to an electrophotographic organic photoreceptor that can be positively charged.

(従来の技術) 電子写真用の有機感光体には、感光層の機iを電荷発生
層と電荷輸送層とに分けた積層型感光体がある。積層型
感光体の電荷輸送層には、電荷輸送物質と結着樹脂とが
含有される。電荷輸送物質には1例えば、ピラゾリン、
ヒドラゾン、トリフェニルアミン2量体が用いられる。
(Prior Art) Organic photoreceptors for electrophotography include a laminated type photoreceptor in which the photosensitive layer is divided into a charge generation layer and a charge transport layer. The charge transport layer of the laminated photoreceptor contains a charge transport substance and a binder resin. Charge transport materials include 1, for example, pyrazoline,
Hydrazone and triphenylamine dimer are used.

しかし、これら電荷輸送物質は正札移動型であるため、
得られた有機感光体は負帯電となる。負帯電のを機感光
体は、(−)コロナ放電により大量のオゾンが発生する
0発生したオゾンを処理するために、オゾンフィルター
や風路を設ける必要がある。オゾンは感光体ドラムの表
面を劣化させるため、ドラムの表面設計が制限される。
However, since these charge-transporting materials are of the card-transfer type,
The obtained organic photoreceptor becomes negatively charged. A negatively charged photoreceptor generates a large amount of ozone due to (-) corona discharge.In order to process the generated ozone, it is necessary to provide an ozone filter and an air passage. Since ozone deteriorates the surface of the photoreceptor drum, the surface design of the drum is limited.

また、正帯電用感光体に使用する現像剤は、設計が容易
であり、長寿命の現像剤が数多く存在するが、負帯電用
感光体に使用する現像剤は、設計が難しく、いまだ、長
寿命の現像剤が存在しない。
In addition, developers used for positively charging photoreceptors are easy to design and there are many long-life developers, but developers used for negatively charging photoreceptors are difficult to design and still have a long life. There is no end-of-life developer.

このような欠点を解決するために、正帯電の有機感光体
を供給し得る電子移動型の電荷輸送物質が提案されてい
る。正帯電の有機感光体はオゾンの発生量が少ないため
、上記のようなオゾン処理を要しない0発生したオゾン
により感光体ドラムの表面が劣化するおそれもない、し
かも、(+)コロナ放電は(−)コロナ放電より安定で
あるため、正帯電の有機感光体によれば、N境条件の影
響を受けにくい安定な電子写真複写画像が得られる。電
子移動型の電荷輸送物質には2例えば、2゜4.7−ト
+7ニトロー4−フルオレノンがある。しかし、この化
合物は発ガン性を有するため、複写機の使用者には有害
である。
In order to solve these drawbacks, an electron transfer type charge transport material that can provide a positively charged organic photoreceptor has been proposed. Since a positively charged organic photoreceptor generates a small amount of ozone, it does not require the above-mentioned ozone treatment.There is no risk that the surface of the photoreceptor drum will deteriorate due to the ozone generated.Moreover, (+) corona discharge is -) Since it is more stable than corona discharge, positively charged organic photoreceptors provide stable electrophotographic images that are less susceptible to N-boundary conditions. An example of an electron transfer type charge transport substance is 2°4.7-t+7nitro-4-fluorenone. However, this compound is carcinogenic and therefore harmful to copier users.

(発明が解決しようとする問題点) 本発明は上記従来の問題点を解決するものであり、その
目的とするところは、正帯電が可能な電子写真用有機感
光体を提供することにある0本発明の他の目的は、 ?
jI写機の使用者に害を与えない電子写真用有機感光体
を提供することにある。
(Problems to be Solved by the Invention) The present invention solves the above conventional problems, and its purpose is to provide an electrophotographic organic photoreceptor that can be positively charged. Other objects of the invention?
An object of the present invention is to provide an organic photoreceptor for electrophotography that does not cause any harm to users of jI photo machines.

(問題点を解決するための手段) 本発明の電子写真用有機感光体は、電荷発生層と電荷輸
送層とを有する積層型の有機感光体であって、該電荷輸
送層に、電子輸送物質として次式で示される化合物が含
有し、そのことにより上記目的が達成される。
(Means for Solving the Problems) The electrophotographic organic photoreceptor of the present invention is a laminated type organic photoreceptor having a charge generation layer and a charge transport layer, in which an electron transport material is added to the charge transport layer. contains a compound represented by the following formula, thereby achieving the above object.

ここで、XおよびYは同一または相異なり、ハロゲン、
ニトロ基またはシアノ基である。
Here, X and Y are the same or different, halogen,
It is a nitro group or a cyano group.

上記化合物には9例えば、2.3−ジクロロ−1゜4−
ナフトキノン、2.3−ジブロモ−1,4−ナフトキノ
ン、2.3−ジニトロ−1,4−ナフトキノン。
The above compounds include 9, for example, 2,3-dichloro-1°4-
Naphthoquinone, 2,3-dibromo-1,4-naphthoquinone, 2,3-dinitro-1,4-naphthoquinone.

2.3−ジシアノ−1,4−ナフトキノンがある。電子
輸送物質としてのこれら化合物は、電荷輸送層用の結着
樹脂とともに電荷輸送層を構成する。電荷輸送層用の樹
脂には1例えば、ポリカーボネート、ポリエステル、ア
クリル樹脂、アクリルポリウレタン樹脂がある。他方、
電荷発生層は、電荷発生顔料を電荷発生層用の樹脂に含
有させて得られる。電荷発生顔料には2例えば、ペリレ
ン系顔料、ジスアゾ顔料、フタロシアニン、アンサンス
ロンがある。電荷発生層用の樹脂には、アクリルポリウ
レタン、ブチラール樹脂、エポキシ樹脂。
2.3-dicyano-1,4-naphthoquinone. These compounds as electron transport materials constitute the charge transport layer together with the binder resin for the charge transport layer. Examples of resins for the charge transport layer include polycarbonate, polyester, acrylic resin, and acrylic polyurethane resin. On the other hand,
The charge generation layer is obtained by incorporating a charge generation pigment into a resin for the charge generation layer. Examples of charge-generating pigments include perylene pigments, disazo pigments, phthalocyanines, and anthrones. Resins for the charge generation layer include acrylic polyurethane, butyral resin, and epoxy resin.

ポリエステルなどが挙げられる。Examples include polyester.

本発明の電子写真用有機感光体は、これら電荷発生材料
および電荷輸送材料を用いて2例えば。
The organic photoreceptor for electrophotography of the present invention uses, for example, these charge generating materials and charge transporting materials.

次のようにして作製される: 電荷発生顔料および電荷発生層用の樹脂を溶媒とともに
ボールミルに入れ、24時間分散させる。
It is prepared as follows: The charge generating pigment and the resin for the charge generating layer are placed in a ball mill with a solvent and dispersed for 24 hours.

この電荷発生塗工液を導電性基体上に塗布して乾燥し、
電荷発生層を形成する。
This charge-generating coating liquid is applied onto a conductive substrate and dried.
Form a charge generation layer.

本発明のナフトキノン系電子輸送物質、電荷輸送層用樹
脂および溶媒をボールミルに入れ、24時間混合、溶解
させる。?8媒には、ジクロルエタン。
The naphthoquinone electron transport material of the present invention, the charge transport layer resin, and the solvent are placed in a ball mill and mixed and dissolved for 24 hours. ? The 8th medium is dichloroethane.

シクロヘキサノン、テトラヒドロフランなどが用いられ
る。この電荷輸送塗工液を電荷発生層上に塗工し、乾燥
して電荷輸送層を形成する。
Cyclohexanone, tetrahydrofuran, etc. are used. This charge transport coating liquid is applied onto the charge generation layer and dried to form a charge transport layer.

(実施例) 以下に本発明を実施例について述べる。(Example) The present invention will be described below with reference to examples.

実指斑上 3.9−ジブロモアンサンスロン   1重量部ブチラ
ール樹脂(エスレソクBL−1、積木化学社製)   
            1重量部テトラヒドロフラン
        10重量部上記処方をボールミルに入
れ、セラミック製ボールを用いて24時間混合・分散さ
せて電荷発生塗工液とした。この溶液を、φ73mmX
 230mで厚さが1.5■1のアルミニウム製パイプ
上に塗布し、100℃で60分間乾燥して、膜厚が0.
5μmの電荷発生層を形成した。
On the fruit spot 3.9-dibromoanthanthrone 1 part by weight butyral resin (Suresoku BL-1, manufactured by Miki Kagaku Co., Ltd.)
1 part by weight Tetrahydrofuran 10 parts by weight The above formulation was placed in a ball mill, and mixed and dispersed for 24 hours using ceramic balls to obtain a charge-generating coating liquid. Transfer this solution to φ73mm
It was coated on an aluminum pipe with a length of 230 m and a thickness of 1.5 cm, and dried at 100°C for 60 minutes, resulting in a film thickness of 0.5 cm.
A charge generation layer of 5 μm was formed.

ポリカーボネート(パンライトL−1250、帝人社製
)10重量部 2.3−ジクロロ−1,4−ナフトキノン7重量部 ジクロルエタン          70重量部上記処
方をボールミルに入れ、24時間混合・溶解させて電荷
輸送塗工液とした。この溶液を上記電荷発生層上に塗布
し、100℃で1時間乾燥して膜厚が17μ−の電荷輸
送層を形成した。
Polycarbonate (Panlite L-1250, manufactured by Teijin) 10 parts by weight 2,3-dichloro-1,4-naphthoquinone 7 parts by weight dichloroethane 70 parts by weight The above formulation was placed in a ball mill and mixed and dissolved for 24 hours to form a charge transport coating. It was used as an industrial fluid. This solution was applied onto the charge generation layer and dried at 100° C. for 1 hour to form a charge transport layer having a thickness of 17 μm.

このようにして得られた積層型の有機感光体の電気特性
を2次のような条件下で測定した。電気特性の測定には
、電子写真法を用いた。
The electrical properties of the multilayer organic photoreceptor thus obtained were measured under the following conditions. Electrophotography was used to measure the electrical properties.

プロセススピード      149gm/sec流れ
込み電流値       +30μ^照射光量    
      0.92+++W/cd光源      
      ハロゲンランプ色濃度         
  2800℃測定の結果、帯電量は+650V、半減
露光量は40μJ / as 、そして0.15秒後の
電位は97Vであった。
Process speed 149gm/sec Inflow current value +30μ^ Irradiation light amount
0.92+++W/cd light source
halogen lamp color density
As a result of measurement at 2800° C., the charge amount was +650 V, the half-decreased exposure amount was 40 μJ/as, and the potential after 0.15 seconds was 97 V.

(発明の効果) 本発明の電子写真用有機感光体は、このように。(Effect of the invention) The organic photoreceptor for electrophotography of the present invention is thus prepared.

電荷輸送層に電子輸送物質としてナフトキノン系化合物
を含有するため、正帯電が可能である。それゆえ、コロ
ナ放電によるオゾンの発生が少なく。
Since the charge transport layer contains a naphthoquinone compound as an electron transport substance, positive charging is possible. Therefore, less ozone is generated due to corona discharge.

オゾン処理操作を要しない、オゾンにより感光体ドラム
の表面が劣化するおそれもない。この有機感光体によれ
ば、鮮明な電子写真複写画像が得られる。しかも、電子
輸送物質としてのナフトキノン系化合物は人体に無害で
あり、複写機の使用者に害を与えることがない。
No ozone treatment operation is required, and there is no fear that the surface of the photoreceptor drum will deteriorate due to ozone. According to this organic photoreceptor, clear electrophotographic images can be obtained. Furthermore, the naphthoquinone compound used as the electron transport material is harmless to the human body and does not cause any harm to the user of the copying machine.

以上that's all

Claims (1)

【特許請求の範囲】 1、電荷発生層と電荷輸送層とを有する積層型の有機感
光体であって、 該電荷輸送層に、電子輸送物質として次式で示される化
合物が含有された電子写真用有機感光体。 ▲数式、化学式、表等があります▼ ここで、XおよびYは同一または相異なり、ハロゲン、
ニトロ基またはシアノ基である。 2、前記化合物が、2,3−ジクロロ−1,4−ナフト
キノン、2,3−ジブロモ−1,4−ナフトキノン、2
,3−ジニトロ−1,4−ナフトキノンおよび2,3−
ジシアノ−1,4−ナフトキノンのうちの少なくとも一
種である特許請求の範囲第1項に記載の電子写真用有機
感光体。
[Scope of Claims] 1. A multilayer organic photoreceptor having a charge generation layer and a charge transport layer, the charge transport layer containing a compound represented by the following formula as an electron transport substance: Organic photoreceptor for use. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ Here, X and Y are the same or different, halogen,
It is a nitro group or a cyano group. 2. The compound is 2,3-dichloro-1,4-naphthoquinone, 2,3-dibromo-1,4-naphthoquinone, 2
, 3-dinitro-1,4-naphthoquinone and 2,3-
The organic photoreceptor for electrophotography according to claim 1, which is at least one type of dicyano-1,4-naphthoquinone.
JP23223686A 1986-09-30 1986-09-30 Electrophotographic organic photosensitive body Pending JPS6385749A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP23223686A JPS6385749A (en) 1986-09-30 1986-09-30 Electrophotographic organic photosensitive body

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP23223686A JPS6385749A (en) 1986-09-30 1986-09-30 Electrophotographic organic photosensitive body

Publications (1)

Publication Number Publication Date
JPS6385749A true JPS6385749A (en) 1988-04-16

Family

ID=16936107

Family Applications (1)

Application Number Title Priority Date Filing Date
JP23223686A Pending JPS6385749A (en) 1986-09-30 1986-09-30 Electrophotographic organic photosensitive body

Country Status (1)

Country Link
JP (1) JPS6385749A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5176976A (en) * 1990-04-09 1993-01-05 Canon Kabushiki Kaisha Organic electronic material and electrophotographic photosensitive member containing same
US5484673A (en) * 1990-07-10 1996-01-16 Canon Kabushiki Kaisha Electrophotographic photosensitive member
JP2002040677A (en) * 2000-07-26 2002-02-06 Kyocera Mita Corp Electrophotographic photoreceptor used for device for image formation by wet development method

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5176976A (en) * 1990-04-09 1993-01-05 Canon Kabushiki Kaisha Organic electronic material and electrophotographic photosensitive member containing same
US5484673A (en) * 1990-07-10 1996-01-16 Canon Kabushiki Kaisha Electrophotographic photosensitive member
US5677095A (en) * 1990-07-10 1997-10-14 Canon Kabushiki Kaisha Electrophotographic photosensitive member
JP2002040677A (en) * 2000-07-26 2002-02-06 Kyocera Mita Corp Electrophotographic photoreceptor used for device for image formation by wet development method

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